Bet The Jockey Show

Josh takes you on his journey as he tries to recover from a financial catastrophe and choosing entrepreneurship as his path.

He began the show when he was on top of the world, making money and building an empire. However, a few bad deals completely wiped him out and now he has to pivot quickly to feed his family.

Along the way, he interviews and shares the message of incredible entrepreneurs to learn about building businesses and rebuilding his life.

Armed with a computer, a phone, microphone, and a negative bank account, Josh shares his daily journey of an entrepreneur who lost it all and is fighting to climb again.

Day One of the Great Pivot...

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Most Recent Episodes

Vic is Managing Partner of Lightbank, a seed and series A venture fund headquartered in Chicago, Illinois. The firm was founded in 2010 by Eric Lefkofsky and Brad Keywell who have founded 6 companies (Inner Workings, Echo Logistics, Media Ocean, Groupon, Tempus Labs and Uptake) which have generated over $12B in value. Lightbank is a top performing fund when benchmarked against Cambridge Associates 2010 vintage report. The firm sources proprietary investment opportunities from its network of 10,000 + operators, 250+ funded founders and co-founders, entrepreneurial DNA and deep networks across financial services, consumer and software.

Alan is a technologist and a serial entrepreneur with three exits and the world’s most expensive MBA. His newest business, Shasta Recruiting, helps startups hire great people. He loves helping entrepreneurs and is here to talk about how to build great teams.

In this episode Josh interviews Tim Kachuriak, the Chief Innovation and Optimization Officer and Founder of NextAfter, a fundraising research lab and consultancy aimed at helping nonprofits generate more giving.

The goal of this “for cause” company is to create the most generous generation the world has ever seen. Using a data driven systems and behavioral economics, Tim and his team aim to de-code what drives people to give. NextAfter has ran over 12,000 marketing optimization experiments that are publicly sourced for other companies to use freely.

Inman Porter is founder and CEO of SupPorter, which is one of the world’s first blockchain enabled donation platform for political campaigns. SupPorter offers individuals a cheaper, faster and more transparent to donate using cutting edge blockchain technology.

John has been married for 26 years to his best friend and has three sons. It has been six years since a near fatal accident changed the trajectory of his life. With a miracle from God, his family and friends he is using this second chance to help leaders live beyond influence.

As John recovered he sought direction on why God saved him and what He now wants him to do. This led John to a new calling: take this second chance and pour into other leaders to equip and inspire them to accomplish what has been inspired in them.

John’s career as Navy F-14 pilot, entrepreneur, Fortune 500 management team member and board chair has equipped him to serve others towards extraordinary lives and businesses so they can lead beyond influence.

I’m a General Partner at Blockchain based Sports Venture Fund named SportVEST, looking to invest in innovative sports startups building future of sports and creating the sports market valuation beyond $500B+ global economy.

I have 12 years of exp in fintech industry. Previously, worked as manager at Federal Reserve Bank, Treasury, Goldman Sachs, IBM, HP, EU bank. Founded two startups, one successful and one unsuccessful.

I’m an advocate of blockchain for climate control and an investor in crypto market. I am on board of multiple Blockchain and non-Blockchain companies. Mentor at multiple accelerators and advisor for blockchain companies. Writer at Hackernoon and other Blockchain focussed publications.

About Josh

Like most pioneers who have tried to do it "my way" there have been a ton of pivots in my journey.

Want to know a few? Well let me just list some of the ventures I have been part of.

I have... sold shoes, mowed lawns, wrestled alligators, swam with the Venture Capitalists, sold real estate, put out fires, moved boxes, built websites, delivered babies, taught at college, did security, built homes, served food, helped fund businesses, shrank bodies, parked cars, and there a few I could tell you but... jk

Blogs and Other....

How do I journal? Is this a question you ask your self? As I was running I was thinking of all the questions I was getting in regards to journaling, so I created this video after one of my intervals. This is how I journal. I hope this is helpful. Are you brave enough to…

What does Google, Facebook, and other successful companies do when they want to grow? M & A: Mergers and Acquisitions If you want to change or improve your situation, stop trying to fix you on your own. You are not that smart. Think M&A Partner with someone who fills a void in your weakness gap. You…

What is my purpose? I would lay in bed staring at the ceiling wondering what am I supposed to do with my life. Walk with me as we discuss the three pillars of purpose… Who am I – the personal value proposition Who do I serve – your people What do I do for them…

Did you receive this advice growing up? Get a degree … get a job … work there loyally for 35 years … pay your dues AND THEN Retire on the beach in south Florida and live out the rest of your life (what’s left of it) swinging golf clubs and sipping margaritas while listening to…

I was visiting one of my friend’s TV shows here in Dallas called Coffee With Claire which airs on WBTVN (Women’s Broadcast Television Network which has millions of online viewers) to say hi and to watch one of her shows. Well, I should have know that Claire, who teaches improve professionally would have something up…

My daughter asked this morning if we can make money together… I said sure bud, how do we make money. Her response was brilliant. Entrepreneurs make money by talking (education, training, etc) and by changing diapers (cleaning up people’s messes!) Great business tips from a 4 year old kid-preneur

Are you looking to build your own consultancy your agency? Or do you just want to be the top your game and be known as the expert for your niche? This is the expert journey. Do it first for another expert. Learn from them on their dollar, extracting every bit of knowledge and experience…

When growing your audience it is your job as entrepreneur to identify your ideal customer, find out where they congregate and how to attract and capture their attention. To do this you can look to divert audience flow from another channel towards yours. If you choose this route you will have to convince and convert…

Entrepreneur Tip # 9: “Yes And…..” – Claire My friend Claire hosts a tv show, coaches entrepreneurs, and is an improve comedian… Yesterday I went to watch one of her shows and when I showed up she said I am up next for one of her mini series and I will be on camera in…

iTunes Reviews

This is Free?!

12/29/2017Josh packs a ton of great information for the aspiring entrepreneur in his show. I have been a fan since I got recommended by a friend. The amazing part is that he’s doing this for free. The knowledge within is worth big time bucks.

by aabell03 from United States

New Talent, Great Premise

12/07/2017Josh is a quality interviewer & has a solid background in entrepreneurship. His insights with his guests are different than other podcasts because he’s got real world experience behind it.

11/13/2017Really personable, great energy! Optimistic take on what can be a very dry and defeating subject. The host could definitely stand to get to the point and edit down content; the host can ramble and get caught up in his own enthusiasm, distracting from his focus. When he gets there, though, its a valuable insight from a down-to-earth perspective.

by garbageghost from United States

A Wealth of Information

11/09/2017Greast podcast & host. Josh always has a smile on his face & make the interview feel more personable & easier to connect with guests. The lessons learned from hearing & seeing others overcome challenges is really inspiring & motivating.